September 2025 Issue

City Life

The ChatGPT Generation: How Students Are Actually Using AI (And What Educators Are Learning)

AI can write better essays than your teenager and solve complex equations in a matter of seconds (no wonder they’re all cheating). Here’s how to prepare students for a world where the only advantage left is being human.

Feature

City Life

Seven Rules for Winning Negotiations in the Trump Age

These days, everyone thinks they’re mastering The Art of the Deal but most people are just getting played.

City Life

How to Talk Your Way into a Better Hotel Room

Work front-desk magic with these tips from Cleveland Circle Travel president Glenn Bornstein.

Education

Quiz: Are You Ready for AI Parenting?

Your kid’s homework helper is now smarter than you. Time to catch up: Try acing this test about AI use in schools, created by none other than ChatGPT itself.

City Life

What Really Happened to Tom O’Brien’s Mayoral Run?

Here’s what the man who’s reshaped the city’s skyline actually wants—and the real reason he walked away.

City Life

The Top Public High Schools in Greater Boston, Ranked for 2025

We crunched the numbers to come up with our guide to the region’s top-performing schools. Does your town make the grade?

Department

City Life

Donnie Wahlberg Thinks He’s More Talented than Mark

The actor-slash-singer-slash-producer talks Boston Blue, Vegas residencies, and that time he saw his face on neon furry slippers.

City Life

Inside South Station Tower, Boston’s Big Bet on Downtown Living

At 51 floors, the city’s newest skyscraper embodies both the neighborhood’s potential and its inequality problem.

City Life

The Clacking Class: How Mahjong Took over Boston Suburbs

Forget pickleball and Pilates. The latest status symbol among suburban moms involves 152 tiles, designer game sets, and absolutely no athletic ability at all.

Fashion + Style

Life & Style

Boston’s Designer Shoe Renaissance Has Lady Gaga’s Feet

And Beyoncé’s. And Doja Cat’s. How a new generation put Massachusetts footwear back on the map.

Life & Style

It’s Bad Out There. Can a Luxe Boston-Specific Massage Help?

What happens when a luxury hotel tries to channel the city into a massage? A stressed editor finds out.

Travel

A New England Traveler’s Guide to São Miguel, Azores, Portugal

This European island—less than a six-hour nonstop flight away—brings the sunshine and warmth through the fall months.

Home Design

Home & Property

How Do You Turn a Historical Chapel into a Home?

Marilyn and Dan Schwartz renovated a Groton School nave into a great room of biblical proportions.

Home & Property

So, You Want to Live in Cambridge?

Brainy and beautiful: The City of Squares isn’t just for scholars anymore—and now’s the time to get in.

Other

Arts & Entertainment

Driving West Just to Look at Changing Leaves? What Am I Missing?

Sure, we got plenty of leafy trees right in town. But Western Massachusetts foliage rules, and deep down, we know it.

Beacon

Arts & Entertainment

Rare Winslow Homer Exhibition Opens in Boston This November

The Museum of Fine Arts will unveil Winslow Homer watercolors that have been hidden for nearly 50 years—and it’s a spectacular show.

Arts & Entertainment

18 Things We Can’t Wait to Do This Fall

From Dua Lipa to off-Broadway debuts, the performances, shows, and art openings worth your time this fall.

Arts & Entertainment

The U.S.’s Biggest Irish Rock Festival Comes to Boston

Expect family-friendly vibes with enough street cred to satisfy the Guinness-and-Jameson crowd.

Restaurants

Where to Eat in Greater Boston in September 2025

New and exciting restaurants to check out, plus good reasons to visit older spots.

Restaurants

Row 34, Boston’s Best Seafood Restaurant, Expands to Kenmore Square

The quintessential New England seafood mini chain comes full circle, opening at the former address of its one-time sibling, Island Creek Oyster Bar.

Restaurants

Darling Brings Experimental Cocktails and ‘Filet o’ Fish Bao’ to Cambridge

The new dim sum-inspired restaurant opens in the former Mary Chung space in Central Square next week.